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Topic: oxime and SOCl2  (Read 8491 times)

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Arsenic

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oxime and SOCl2
« on: March 07, 2006, 07:18:19 PM »
can I get any tips on how this reaction might proceed, the only thing I know is that the product is a chloride salt.
« Last Edit: March 07, 2006, 07:21:11 PM by Arsenic »
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Offline AWK

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Re:oxime and SOCl2
« Reply #1 on: March 08, 2006, 01:18:23 AM »
Thionyl chloride in dioxane is used for Beckmann rearrangement of oximes. In your case two products are possible. See cyclohexanone oxime Beckmann rearrangement.
See:
http://www.cem.msu.edu/~reusch/VirtTxtJml/rearrang.htm#top7b
« Last Edit: March 08, 2006, 02:11:21 AM by AWK »
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AWK

Arsenic

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Re:oxime and SOCl2
« Reply #2 on: March 10, 2006, 07:02:02 AM »
thanks AWK for the help, do you think any of the products of Beckmann rearrangement would match the following data ?

product:C5H8NSCl ------> seems to be wrong!!!
HNMR of the product:
                               2 (2H,qui,j=7)
                               2.5(2H,t,j=7)
                               2.9(2H,t,j=7)
                               4.6(2H,s)
« Last Edit: March 10, 2006, 07:19:30 AM by Arsenic »
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